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Chapter 9 by OathkeeperPath OathkeeperPath

How is your first full day being a sister?

Its A Rough Morning

You wake up the next day to Brit banging on the door. "Wake up sis, we got a lot to do today!"

Jordan stirs in your arms before getting up, "Hold on Britney, We'll be ready in a bit. Can you be a dear and make breakfast for me and your sister?"

"Yes Ma'am"

'He's already slipping into the Governess role', it reminds you that you're supposed to be playing a role too, "Sis not so loud, I need my beauty sleep." It was something you heard on a show once, having no siblings either and not fantasizing, like Brit apparently had, you were going to be relying on half remembered sitcoms.

"But sis, you promised I could take you shopping today, you dress like too much of a tomboy, don't be a brat and get up!" She fake whined before heading off to the kitchen.

"But its right to be the brat, I'm the cute one." You might be able to survive this if you can keep the lines coming.

It feels like trivia night, racking your brain for half remembered things.

Your response earns a smile from Jordan but he refrains from speaking until you hear Brit make it to the stairs.

"Pet, Good morning, Lets get up and start the day. I have a choice for you. Each one comes with a cost and a reward."

"Yes Ma'am?" You respond nervously.

He gets up and grabs a bag off Brit's old desk chair, 'barbie pink of course' you note, and started pulling out panties and placing them on the bed with different objects above them, all different kinds of 'training devices' "In here is underwear for you to chose, pick one. You will wear the accompanying devices."

There are a variety of panties, thongs, boy shorts, cheeky, lace, silk, and cotton. Most seemed feminine but some where more masculine styled. They were all cut to accommodate the male anatomy.

"I noticed they were chaffing you, can't have my pet hurting themselves, that's my job."

That's chilling but you're getting used to it, you plan to avoid any painful lessons but if they do happen you'll bare them, you'll deserve after all.

'I see the pattern here, the more feminine or slutty, the lower the 'cost', how **** the sex toys are.' The gamut runs from the thong with a small plug and roomy cage, all the way up to the tame boyshorts, but they would cost me a locking plug the size of my cock, the tightest cage with a locking urethra plug, and with two remotes set to the side.'

You go for the most feminine looking thong. Trying to avoid what is clearly a trap.

Jordan looks almost disappointed you with your choice, but says, "Good Choice pet, Brit will love, I'm glad you're so eager today, that thong will make more outfits possible today. No unsightly panty lines." He picks up the accompanying small plug and cage. "This cage how ever will look so lewd, in a tight dress."

"Ma'am your not going to have me wear something out in public right, that's just for you and Brit?" You ask and you put your hands out for the toys, resigned to have to wear them for the day, but wanting to keep him happy.

He smirks and shakes his head no, "Oh, pet did you forget your place this week. Sounds like someone is ready for a reminder." His smirk turns predatory.

Your stomach drops, 'Fuck , what did I forget?' "Ma'am I'm sorry," fearing not know was going to make it worse, you still ask, "what do I forget?"

"Oh you mean besides feeling like you could tell me what you didn't want us to do? Pet you really do need a reminder, or is your head just empty thinking about how good these panties and toys will feel? Poor Britney is going to be so sad you forgot her name."

"Fuck. I'm sorry ma'am I'll try to do better, I don't want to hurt Britney's feelings,"

"And coarse language, too, that's it pet, come over here and bend over, I'm going to spank you and get the toys secured. If you can behave while doing that I'll let that be your only punishment."

You comply, 'Hopefully this isn't as bad as last night's spanking. It sounds like I'll at least get to stay in my body this time.'

Getting bent over Jordan pulls up your nightie and exposes your ass.

"Such a pretty sight, pet, this is mine now, like the rest of you." He rubs your ass cheeks before starting. "Say it pet, who's ass is this?"

He started by making you alternate between yelling, "Its your ass Mistress! I should know better than to tell you how to treat me!" and asking what you did wrong to Britney, to which the only correct answer was. "I didn't treat Britney like my sister, I was a bad girl and bad sister, I want to be a good girl and good sister."

According to him it was only supposed to be twenty swats, but if you took too long to respond or messed it up he would rub your ass before starting over.

They don't hurt as bad as last night but it does sting and leaves you blushing.

You start to enjoy it, the sting and rubbing feeling like a loving reminder compared to when he left you crying and broken.

Jordan pauses for a second when a moan escapes your lips after a mess up and he started rubbing you. "Enjoying yourself pet?"

"Yes mistress, sorry mistress, I deserve this." You blush harder, realizing you enjoyed something Jordan **** on you.

He continues the spanking and you continue enjoying it, but don't moan again, 'Its fine I deserve this, its fine. It's better if I enjoy it, right?'

When he finished you couldn't help the disappointment you felt inside, but quickly try to squash it, 'I shouldn't be feeling this good.' But you notice a growing erection, you were already half hard.

Jordan notices too, grabbing your hardon. "See pet, your body knows its mine, even if you forget sometimes."

"OOh" You moan in surprise.

"Since you enjoyed that so much, and tried so hard to take the lesson, I'm going to give you a 'reward' pet, but you need to promise to do better today, Britney is counting on you, don't make your sister sad."

"Yes Ma'am I'll do better, I won't forget and make Britney sad." You go to stand up so you can try to regain some modesty and hide your hard cock.

"Hold that position pet, we still need to do the toys. Lets forget the small plug, you've taken bigger, are they really doing their job if they don't stretch you." He says while lubing up the medium plug and teasing your hole, slowly inserting it.

Clearly you didn't avoid the trap fully.

You moan again when hes at the halfway point and shudder when its fully in. 'What is wrong with me, I shouldn't like this!'

"So responsive pet, I knew you were a butt slut just waiting for some like me to come along. Maybe we should make wearing this a permanent thing." Jordan threatens.

Panicked you respond. "Please, No mistress, I'm sorry, I'm just sensitive this morning."

"Is that so pet, no reason to apologize, I like you like this, you sound like your enjoying yourself, moaning twice during your spanking, maybe you've always liked boys but were just in denial? Did you use to play with yourself like a girl then convince yourself you were straight?"

"No Mistress I swear, I've never felt this way, its just you. I don't know why but its like I'm on fire every time you touch me." You finish your head hanging in shame as you remain bent over. Cock harder than ever.

"I'm glad to hear it, you're learning your place, you'll be my perfect little slut. Won't you? Already falling in love with the way I treat you."

"I..Yes, ma'am, that night was the first time, I hated myself for how good it felt." Your eyes tear up at the memory.

With him behind you and your head hung down, he can see your face and comments while rummaging through his bag, "Did my little pet cry themselves to sleep last night?"

He says it mockingly but you respond anyway, "Yes, ma'am, I didn't know why, even beyond what you took from me, it felt like I lost something when you left, but I didn't know what, until last night. It was your touch I was missing. Please, If your going to keep me as yours and use me like that, Please. Don't leave me like that again, Please." Your voice had gotten quite towards the end, almost becoming a sob. Instead the tears start while you hold any sound your body wants to make, despite your best efforts the silent tears won't stop.

The tables really had turned, You crying instead of him at a confession, You only hope he accepts you, instead of being turned away.

Unlike the night before, where he was full of warmth and things felt hopeful, all your meet with is an icy tone.

"That's sweet pet, but I'm sorry, I'll do with you as I please. If you want to avoid that again, be good." He seems to have found what he was looking for, as he pulls it out and pushes it to the plug, causing you to yelp and your finally softening cock to harden again. "NOW ENJOY your reward, pray I keep treating you this well." His voice has a hard edge, and you can imagine a snarl on his face as your head jerked up from the sensation.

'Its like there's two Jordan's and I never know which one it is until its too late.'

He pulls the plug out with one hand and forces the vibrator in with the other before turning it on.

"GUUhhhh."

Its like stars are exploding in your eyes, with legs weak, and having to grip the surface underneath.

Holding you steady he starts fucking you with the toy, "OOOHHHuuuu" Your moans are down right pornographic.

He keeps going, rougher and rougher, each moan seems to drive him to fuck you harder.

Finally he speaks to you again right has he has you riding the edge, slowing down for the first time.

"Welcome to your first milking pet, from today on, if I'm not using your cock it stays locked up, I will milk you like a slut when I feel like it, I'll do what ever I want when I feel like it, YOU are mine! SAY IT!" He starts to speed up, heading toward the edge of orgasm again, but not fast enough to let you release.

"Oh, god, oh, I I I be be...long To YOUUU!" You scream and he finally lets you cum, fucking you like a slut with that vibrator, shooting your load into his waiting hand.

"Lap it up pet this is what you're good for now, cleaning up cum with your mouth." His hand is now covering your mouth.

You lick it all up, mind firmly in subspace.


♥Chapters are posted early on my Patreon, normally two chapters ahead or more over there, Link in Bio. It also has the most recent updates for the game I'm working on. ♥

♥Newly added is Feminization support it you want to become a Femboy, Sissy, or any other flavor of fem.♥

♥I also stream under the name Gemini_Kiss and make NSFW captions on reddit (username gothdreams) and the patreon discord.♥

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